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Role description

Controller

Pylon logoPylonYC W23
AI-native
TypeFull-time
SenioritySenior
Salary$200,000–$230,000
LocationSan Francisco, CA
Posted9/21/2026
Other

About Pylon

America’s $13T mortgage market is one of the most important financial systems in the world. It underwrites the middle class and is the mechanism through which millions of families build wealth. But while every other financial instrument has been simplified to an API call, mortgages are still assembled by hand.

We started from zero and created the first vertically integrated mortgage platform that turns origination into a single API.

Publicly traded companies and the country’s largest originators are already building on Pylon. Revenue is compounding monthly. We’re backed by Peter Thiel, Conversion Capital, QED, Citi, Fifth Wall, and the founders of Ramp, Blend, and Mercury.

Working at Pylon isn’t for those seeking comfort. The people who thrive here have high agency, strong opinions, and a track record of delivering outcomes without direction. Many of us are former founders. We move quickly, challenge each other directly, and take full ownership of results. It’s hard work, but it will be worth it.

Join us in building America’s mortgage rails.

The Role

This is not a seat in an established accounting department, it's a chance to build one. You'll be an early finance hire working directly with the CFO. Together we're designing an automation-first accounting function: an AI-native general ledger, warehouse funding optimization, and a modern loan origination system, integrated with our proprietary command center, under a controls framework built for SOC 1 Type II reporting and, ultimately, operate at a public-company 404(b) level of assurance.

You'll own day-to-day accounting operations end to end and then automate them. Every process you run is a process you'll help redesign for scale.

What You'll Own

  • Core operations — Full-cycle AP/AR, GL accrual accounting, and vendor mapping across the finance stack; own the monthly close calendar and drive it shorter every quarter.
  • Loan lifecycle — Loan-level accounting and diligence from lock to settlement — funding reconciliations, warehouse line activity, gain-on-sale, and investor settlement.
  • Controls — Execute and document internal controls designed for SOC 1 Type II reporting; partner with the CFO on IT audit design, evidence automation, and audit readiness.
  • Reporting — Build state-level and loan-level production metrics and ad hoc analyses in an AI-native reporting layer; deliver board- and lender-ready outputs.
  • Automation — Identify manual work and kill it — configure integrations, define system requirements, and test automation across the GL, LOS, warehouse funding, and command center systems.
  • Judgment — Make sound calls independently on classification, accrual, and process questions; escalate with a recommendation, not just a question.

Who You Are

  • 5–10 years of progressive experience with operational mortgage or structured credit depth — you've worked loan-level: a private credit fund managing non-QM pools, a whole-loan trading or aggregation shop, a mortgage originator's capital markets/accounting group, or similar.
  • Command of the FASB codification where it meets mortgages — ASC 310/320/860 (transfers and servicing), ASC 820/825 (fair value), derivatives and lock pipelines (ASC 815), CECL — and the judgment to shore up reporting where policy doesn't exist yet.
  • Big 4 foundation strong plus, not prerequisite; a top-university record and demonstrated rigor matter more than pedigree.
  • Proven operator at a high level — you've owned a close, an audit, or a system implementation, not just supported one.
  • Energized by AI-native tooling — you want to automate your own job's busywork, and you see an AI-first GL as an advantage, not a threat.
  • A builder's temperament: comfortable with ambiguity, willing to grind, and excited to learn from leadership with a proven track record.

Why This Role

  • Ground-floor build of a modern, automation-first finance function — the kind of experience that typically takes a decade to access.
  • Direct mentorship from a CFO with SEC/404(b)/Audit Committee experience and a CFO who has run finance at multiple lending platforms.
  • Clear growth path as Pylon scales: this role is designed to grow into broader leadership.
  • Remote-first flexibility with a high-ownership, high-trust culture.

Compensation Range: $200K - $230K

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Company info

Pylon logo

Pylon

A modern, powerful support system built for B2B.

Pylon is the modern alternative to Zendesk, optimized for B2B. We bring together everything a post-sales team needs including a ticketing system, B2B omnichannel integrations (Slack Connect, Microsoft Teams), modern chat widget, AI knowledge base, AI agents, account intelligence, customer marketing, and more.

Private companySeries BYC W23
HQSan Francisco, United States
Size51-200 employees
IndustryTechnology, Information and Internet
Unlock human wisdom
ThesisTermsPrivacy
Funding
  • Series B · $31M · Aug 20, 2025
  • Series A · Aug 28, 2024
Investors
Bain Capital VenturesAndreessen Horowitz
Tech stackbootstrap, apollo-io, visual-studio-code, outreach, resonate, google-tag-manager, bridge, intercom, power-bi, grunt

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